874-42-0

Basic information

• Product Name: 2,4-Dichlorobenzaldehyde
• Synonyms: 2,4-two chlorobenzeneforMaldehyde;2,4-dichloro-benzaldehyd;2,4-DCAD;2,4-DICHLOROBENZALDEHYDE;AKOS BBS-00003196;DICHLOROBENZALDEHYDE;DICHLOROBENZALDEHYDE(2,4-);2,4-Dichlorobenzaldehyde,98%
• CAS NO: 874-42-0
• Molecular Formula: C7H4Cl2O
• Molecular Weight: 175.01
• EINECS: 212-861-1
• Product Categories: Chemical Synthesis;Organic Building Blocks;Aromatic Aldehydes & Derivatives (substituted);Halofantrine;Aldehydes;C7;Carbonyl Compounds;Building Blocks;Carbonyl Compounds
• Mol File: 874-42-0.mol
• Article Data: 171

Chemical Properties

• Melting Point: 64-69 °C(lit.)
• Boiling Point: 233 °C(lit.)
• Flash Point: 135 °C
• Appearance: Light yellow to beige/Crystalline Powder, Crystals and/or Chunks
• Density: 1.3456 (rough estimate)
• Vapor Pressure: 0.0572mmHg at 25°C
• Refractive Index: 1.5756 (estimate)
• Storage Temp.: Store below +30°C.
• Water Solubility: <0.1 g/100 mL at 24℃
• Sensitive: Air Sensitive
• BRN: 471601
• CAS DataBase Reference: 2,4-Dichlorobenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Dichlorobenzaldehyde(874-42-0)
• EPA Substance Registry System: 2,4-Dichlorobenzaldehyde(874-42-0)

Safety Data

• Hazard Codes: C,N,Xi
• Statements: 34-51/53-36/37/38
• Safety Statements: 26-36/37/39-45-61-37/39
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 2
• TSCA: Yes
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 874-42-0(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 874-42-0 differently. You can refer to the following data:
1. 2,4-Dichlorobenzaldehyde is used in the synthesis of platelet aggregation inhibitors. Also used in the preparation of novel Schiff bases containing quinazolinone rings.
2. 2,4-Dichlorobenzaldehyde was used in the solid-phase synthesis of a series of indole-based peptoids.

Synthesis Reference(s)

Tetrahedron Letters, 30, p. 3677, 1989 DOI: 10.1016/S0040-4039(01)80481-0

General Description

White crystalline solid or off-white chunky solid with black specks and a pungent odor. Average shelf life 1 year in a closed container.

Air & Water Reactions

Sensitive to light. May also be sensitive to prolonged exposure to air and moisture. Insoluble in water.

Reactivity Profile

2,4-Dichlorobenzaldehyde is incompatible with iron, oxygen and oxygen-containing materials. 2,4-Dichlorobenzaldehyde is also incompatible with strong oxidizers and strong bases.

Fire Hazard

2,4-Dichlorobenzaldehyde is combustible.

Purification Methods

Crystallise the aldehyde from EtOH or ligroin. [Beilstein 7 IV 575.]

InChI:InChI=1/C7H4Cl2O/c8-6-2-1-5(4-10)7(9)3-6/h1-4H

Synthetic route

(2,4-dichlorophenyl)methanol (1777-82-8) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With dihydrogen peroxide In neat (no solvent) at 80℃; for 4h; Green chemistry;	100%
With tert.-butylnitrite; oxygen; acetic acid In toluene at 50℃; for 1h;	99%
With cobalt(II)-meso-tetra(4-carboxyphenyl)porphyrin on TiO2/WO3 nanohybrid In acetonitrile at 30℃; for 1h; Reagent/catalyst; UV-irradiation;	98%

2,4-dichlorobenzyl acetate → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With methanol; potassium permanganate In ethyl acetate at 25℃; for 20h;	99%

2,4-dichlorobenzaldoxime (56843-28-8) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With potassium permanganate; 1-n-butyl-3-methylimidazolim bromide at 20℃; for 0.166667h; Ionic liquid; chemoselective reaction;	98%
With tris[trinitratocerium(IV)] paraperiodate at 90℃; for 0.333333h;	96%
With iron(III) chloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen In water; toluene at 60℃; under 760.051 Torr; for 4h;	91%

1,1-diacetoxy-1-(2,4-dichlorophenyl)methane (13086-94-7) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With water; silica sulfate In toluene for 0.0166667h; Heating;	97%
With rice husk supported FeCl3 nanoparticles In ethanol at 70℃; for 0.416667h;	92%
With sodium tetrahydroborate; nickel(II) chloride hexahydrate In methanol at 20℃; for 2.5h; chemoselective reaction;	84%

C13H20Cl2OSi → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With tetra-N-butylammonium tribromide In acetonitrile at 20℃; for 8h; Irradiation;	96%

2,4-dichlorobenzyl trimethysilyl ether (624286-51-7) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With 1-n-butylpyridinium tetrachloroferrate; pyridinium chlorochromate at 50℃; for 0.133333h;	94%
With silica chromate; silica gel In dichloromethane at 20℃; for 0.833333h;	82%

2-(2,4-dichloro-benzyloxy)-tetrahydro-furan → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With 1-n-butylpyridinium tetrachloroferrate; pyridinium chlorochromate at 50℃; for 0.333333h;	92%

2-((2,4-dichlorobenzyl)oxy)tetrahydro-2H-pyran (391200-38-7) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With 1-n-butylpyridinium tetrachloroferrate; pyridinium chlorochromate at 50℃; for 0.166667h;	92%

2-(2,4-dichlorophenyl)-1,3-dioxolane → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With aluminum oxide; Oxone for 0.0316667h; Hydrolysis; Microwave irradiation;	91%

2,4-Dichlorobenzyl chloride (94-99-5) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
Stage #1: 2,4-Dichlorobenzyl chloride With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium bromide In water for 0.0833333h; Reflux; Stage #2: With dihydrogen peroxide In water for 3h;	91%

2,4-Dichlor-1--benzol (1747-47-3) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With sodium acetate; Dess-Martin periodane In dichloromethane for 1.16667h; Ambient temperature;	90%

1-(2,4-dichlorophenyl)ethan-1-one (2234-16-4) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With copper(l) iodide; oxygen In dimethyl sulfoxide at 120℃; for 10h; chemoselective reaction;	90%

2,4-dichlorobenzoyl chloride (89-75-8) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With triethylsilane; iron(III)-acetylacetonate at 40 - 50℃; for 1h;	89%
With tributylgermanium hydride; tetrakis(triphenylphosphine) palladium(0) In N,N,N,N,N,N-hexamethylphosphoric triamide at 80℃; for 1h;	85%

(E)-2,4-dichlorobenzaldehyde oxime (110853-58-2) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With antimonypentachloride In dichloromethane at 20℃; for 2h;	88%
With lanthanum(III) chloride; sodium dihydrogenphosphate In water; acetonitrile at 20℃; for 13h;	82%

2,4-dichlorophenylacetic acid (19719-28-9) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With potassium 12-tungstocobaltate(III) In water; acetonitrile for 0.3h; Microwave irradiation;	88%
With mercury(II) fluoride; oxygen In acetonitrile at 25℃; for 24h; Irradiation;	80%
With oxygen; mercury(II) oxide In methanol; acetonitrile at 25℃; UV-irradiation;	72%

2,4-dichlorobenzylidenehydrazinodiacetic acid → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With copper(II) nitrate hexahydrate In dichloromethane; water at 20℃; for 3.5h;	86%

2,4 dichlorobenzoic acid (50-84-0) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With dipotassium hydrogenphosphate; fac-tris(2-phenylpyridinato-N,C2')iridium(III); tris-(trimethylsilyl)silane; dimethyl dicarbonate In acetonitrile at 20℃; Schlenk technique; Inert atmosphere; Sealed tube; Irradiation;	84%

N-(2,4-dinitrophenyl)-N'-(2',4'-dichlorobenzylidene)hydrazone (316135-89-4) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With potassium permanganate at 40℃; for 1.7h; Ionic liquid; chemoselective reaction;	82%

1,3-dichloro-4-(methoxymethyl)benzene (90532-34-6) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With nitric acid In dichloromethane at 20℃; for 24h;	81%

2,4-dichlorotoluene (95-73-8) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With dipotassium peroxodisulfate; ferrocene; iron(II) acetylacetonate In water; acetonitrile at 80℃; for 9h;	80%
With sodium molybdate; dihydrogen peroxide; cobalt(II) acetate; acetic acid; sodium bromide at 105℃; for 0.166667h; Temperature; Flow reactor;	30.1%
With bromine at 180 - 200℃; Erhitzen des Reaktionsgemisches mit konz. Schwefelsaeure auf 100-140grad;

2,4-dichlorobenzylnitrile (6574-98-7) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With C13H26B(1-)*K(1+) In tetrahydrofuran for 24h; Ambient temperature;	80%

formic acid (64-18-6) + 2,4-dichloro-1-iodo-benzene (29898-32-6) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With iodine; triethylamine; triphenylphosphine In toluene at 80℃; Inert atmosphere; Sealed tube;	80%

tert-butyl 2,4-dichlorobenzylidenecarbamate (163226-26-4) → 2,4-dichlorobenzaldeyhde (874-42-0) + N-tert-butoxycarbonyl-2,4-dichlorobenzamide + N-tert-butoxycarbonyl-3-(2,4-dichlorophenyl)oxaziridine (163226-30-0)

Conditions	Yield
With n-butyllithium; 3-chloro-benzenecarboperoxoic acid In hexane; dichloromethane Product distribution; Mechanism; effect of the base, time and temperature;	A 11 % Spectr. B 2 % Spectr. C 79%
With n-butyllithium; 3-chloro-benzenecarboperoxoic acid In hexane; dichloromethane -78 degC, 2 h, room t., 30 min;	A 11 % Spectr. B 2 % Spectr. C 79%

(2,4-dichlorophenyl)methanol (1777-82-8) → 2,4 dichlorobenzoic acid (50-84-0) + 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With peracetic acid; C24H29INO5 In acetic acid at 30℃; for 48h;	A 78% B 13%
With CpMo(CO)3(CCPh); dihydrogen peroxide In water at 80℃; for 8h; chemoselective reaction;
With dihydrogen peroxide at 70℃; Catalytic behavior; Reagent/catalyst; Temperature;
With oxygen; potassium carbonate In water at 90℃; Catalytic behavior;	A 52 %Chromat. B 10 %Chromat.

2-(2,4-dichlorophenyl)-1,3-oxathiolane → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With eosin Y disodium salt In acetonitrile at 20℃; for 3h; Irradiation;	78%

carbon monoxide (201230-82-2) + 2,4-dichloro-1-iodo-benzene (29898-32-6) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With rhodium(III) chloride trihydrate; hydrogen; triethylamine; triphenylphosphine In N,N-dimethyl acetamide at 90℃; under 7500.75 Torr; for 12h; Autoclave;	78%

2,4-dichlorobenzyl mercaptan (59293-67-3) → 2,4-dichlorotoluene (95-73-8) + bis-(2,4-dichloro-benzyl)-sulfide (6295-41-6) + 2,4-dichlorobenzaldeyhde (874-42-0) + 1,2-bis(2',4'-dichlorophenyl)ethane

Conditions	Yield
With tetrafluoroboric acid; triiron dodecarbonyl In benzene 1.) RT, 4 h; 2.) 60 deg C;	A 74% B 2% C 3% D 10%

2,4-dichlorobenzyl mercaptan (59293-67-3) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With dipotassium peroxodisulfate; tetrakis(pyridine)silver(II) peroxodisulfate; oxygen In N,N-dimethyl-formamide at 23℃; under 760.051 Torr; Irradiation;	74%

(E)-2,4-dichlorobenzaldehyde oxime (110853-58-2) → 2,4-dichlorobenzaldeyhde (874-42-0) + 2,4-Dichloro-1-nitromethyl-benzene

Conditions	Yield
With Oxone In water; acetone; acetonitrile at 45℃; for 5h; pH=7.5; Oxidation;	A n/a B 73%

3,5-dimethyl-4-nitroisoxazole (1123-49-5) + 2,4-dichlorobenzaldeyhde (874-42-0) → 5-[(E)-2-(2,4-Dichloro-phenyl)-vinyl]-3-methyl-4-nitro-isoxazole (79510-56-8)

Conditions	Yield
With pyrrolidine In neat (no solvent) at 20℃; for 0.05h; Aldol Condensation;	100%
With 1-butyl-3-methylimidazolium hydroxide at 20℃; for 0.166667h; Knoevenagel condensation; Neat (no solvent); Ionic liquid;	90%
With base

4-acetyltropolone (1738-16-5) + 2,4-dichlorobenzaldeyhde (874-42-0) → 4-(2,4-dichlorocinnamoyl)tropolone

Conditions	Yield
With potassium hydroxide In methanol at 0℃;	100%

2,4-dichlorobenzaldeyhde (874-42-0) + 2,2-dimethoxyethylamine (22483-09-6) → [1-(2,4-Dichloro-phenyl)-meth-(Z)-ylidene]-(2,2-dimethoxy-ethyl)-amine

Conditions	Yield
In benzene Heating;	100%

4-(1H-pyrrol-1-yl)acetophenone (22106-37-2) + 2,4-dichlorobenzaldeyhde (874-42-0) → (E)-3-(2,4-Dichloro-phenyl)-1-(4-pyrrol-1-yl-phenyl)-propenone

Conditions	Yield
	100%

2,4-dichlorobenzaldeyhde (874-42-0) + phosphonic acid diethyl ester (762-04-9) → diethyl [(2-4-dichlorophenyl)(hydroxy)methyl]phosphonate (6625-15-6)

Conditions	Yield
With magnesium oxide for 0.17h;	100%
With C42H74LiN6Si4Yb at 20℃; for 0.333333h; Neat (no solvent); Inert atmosphere;	99%
With [(μ-η5:η1):η1:η1-3-(2-C4H3NCH=NCH2CH2)C8H5N]Yb3(μ3-O)-(μ2-Cl)2(THF)2[N(SiMe3)2] In neat (no solvent) at 20℃; for 0.166667h; Inert atmosphere;	98%

4-methoxy-aniline (104-94-9) + 2,4-dichlorobenzaldeyhde (874-42-0) → [1-(2,4-Dichloro-phenyl)-meth-(E)-ylidene]-(4-methoxy-phenyl)-amine

Conditions	Yield
In ethanol for 1h; Sonication;	100%
With sodium sulfate In acetonitrile for 14h; Ambient temperature;
In ethanol for 3h; Reflux;
With magnesium sulfate In dichloromethane at 20℃;
In dimethyl sulfoxide at 20℃; for 2h;

2,4-dichlorobenzaldeyhde (874-42-0) + allyl bromide (106-95-6) → 1-(2,4-dichlorophenyl)but-3-en-1-ol

Conditions	Yield
With copper; tin(ll) chloride In water at 20℃; for 8h;	100%
With titanium(III) chloride; tin(ll) chloride In water at 20℃; for 8h; Barbier reaction;	100%
With titanium(III) chloride; tin(ll) chloride In water at 20℃; for 24h;	99%

2,4-dichlorobenzaldeyhde (874-42-0) + 3-chloroprop-1-ene (107-05-1) → 1-(2,4-dichlorophenyl)but-3-en-1-ol

Conditions	Yield
With copper; tin(ll) chloride In water at 20℃; for 8h;	100%
With titanium(III) chloride; tin(ll) chloride In water at 20℃; for 8h; Barbier reaction;	100%
With tin(ll) chloride; palladium dichloride In water at 20℃; for 24h;	99%
With tin(ll) chloride; palladium dichloride In water at 20℃; for 16h;	100 % Spectr.

5-methylisoxazol-3-ylamine (1072-67-9) + 2,4-dichlorobenzaldeyhde (874-42-0) → [1-(2,4-Dichloro-phenyl)-meth-(E)-ylidene]-(5-methyl-isoxazol-3-yl)-amine (112661-91-3)

Conditions	Yield
Heating;	100%
In ethanol; chloroform

2,4-dichlorobenzaldeyhde (874-42-0) + (3S)-3-amino-1-(tert-butoxycarbonyl)-pyrrolidine (147081-44-5) → C16H20Cl2N2O2

Conditions	Yield
In methanol at 20℃; for 22h;	100%
In toluene for 18h; Heating / reflux; Dean-Stark conditons;
In methanol at 20℃; for 14h;
In toluene for 18h; Reflux;

ethyl (2-chloroaceto)acetate (638-07-3) + 2,4-dichlorobenzaldeyhde (874-42-0) → (Z)-ethyl 4-chloro-2-(2,4-dichlorobenzylidene)-3-oxobutanoate (915296-79-6)

Conditions	Yield
With acetic acid; benzylamine In isopropyl alcohol at 20℃; for 96h; Knoevenagel Condensation; Inert atmosphere;	100%
With acetic acid; benzylamine In isopropyl alcohol at 20℃; for 96h;
With acetic acid; benzylamine In isopropyl alcohol at 20℃; for 96h;

1.3-propanedithiol (109-80-8) + 2,4-dichlorobenzaldeyhde (874-42-0) → 2-(2,4-dichlorophenyl)-1,3-dithiane (299464-13-4)

Conditions	Yield
With Lewis acid	100%
With magnesium hydrogen sulfate In acetonitrile at 20℃; for 0.0666667h; chemoselective reaction;	98%
With aluminum(III) hydrogen sulfate In acetonitrile at 20℃; for 0.25h; chemoselective reaction;	92%

2,4-dichlorobenzaldeyhde (874-42-0) + 2-Amino-5-chlorobenzophenone (719-59-5) → 6-chloro-2-(2,4-dichlorophenyl)-4-phenylquinazoline (1257084-13-1)

Conditions	Yield
With copper(II) choride dihydrate; ammonium acetate In ethanol for 4h; Reflux;	100%
With ammonium acetate; 1-methyl-1H-imidazolium trifluoroacetate at 80℃; for 2h; Ionic liquid; aerobic oxidation;	92%
With ammonium acetate In ethanol at 60℃; for 1h;	90%

glycine ethyl ester hydrochloride (623-33-6) + 2,4-dichlorobenzaldeyhde (874-42-0) → (2,4-dichlorobenzylideneamino)acetic acid ethyl ester

Conditions	Yield
With sodium sulfate; triethylamine In dichloromethane at 0 - 20℃; for 15h;	100%
Stage #1: glycine ethyl ester hydrochloride With magnesium sulfate; triethylamine In dichloromethane at 20℃; for 1h; Inert atmosphere; Stage #2: 2,4-dichlorobenzaldeyhde In dichloromethane at 20℃; for 12h; Inert atmosphere;

diethylzinc (557-20-0) + 2,4-dichlorobenzaldeyhde (874-42-0) → 1-(2,4-dichlorophenyl)propan-1-ol (53066-02-7)

Conditions	Yield
Stage #1: diethylzinc; 2,4-dichlorobenzaldeyhde With C30H33NO2P2 In hexane at -78℃; for 0.5h; Inert atmosphere; Stage #2: at 20℃; for 1.5h; Reagent/catalyst;	100%
With C36H24O8P2; titanium(IV)isopropoxide In hexane; toluene at 20℃; for 16h; Inert atmosphere;	79%

1,3-dimethylbarbituric acid (769-42-6) + dimedone (126-81-8) + 2,4-dichlorobenzaldeyhde (874-42-0) + diethylamine (109-89-7) → 5-((2,4-dichlorophenyl)(2-hydroxy-4,4-dimethyl-6-oxocyclohex-1-en-1-yl)methyl)-1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-olate diethylaminium salt (1621511-19-0)

Conditions	Yield
In water at 20℃; Inert atmosphere;	100%

2,4-dichlorobenzaldeyhde (874-42-0) + allyl-trimethyl-silane (762-72-1) → C13H18Cl2OSi

Conditions	Yield
Stage #1: 2,4-dichlorobenzaldeyhde With Al-MCM-41 In dichloromethane at 35℃; for 0.0833333h; Inert atmosphere; Stage #2: allyl-trimethyl-silane In dichloromethane at 35℃; for 0.75h; Temperature; Inert atmosphere;	100%

1H-indene-1,3(2H)-dione (606-23-5) + 2,4-dichlorobenzaldeyhde (874-42-0) → 3′-(2,4-dichlorophenyl)dispiro[indene-2,1′-cyclopropane-2′,2′′-indene]-1,1′′,3,3′′-tetraone (7090-75-7)

Conditions	Yield
With bromocyane; triethylamine In methanol at 0 - 20℃; for 0.00416667h; Sealed tube;	100%
With N,N,N’,N’-tetrabromobenzene-1,3-disulfonamide; sodium acetate In ethanol at 20℃; for 0.166667h; Reagent/catalyst;	96%

2,4-dichlorobenzaldeyhde (874-42-0) + (2-chloropyrimidin-4-yl)hydrazine (52476-87-6) → (E)-2-chloro-4-(2-(2,4-dichlorobenzylidene)hydrazinyl)pyrimidine

Conditions	Yield
In ethanol for 1h; Reflux;	100%

4-aminobenzenemethanol (623-04-1) + 2,4-dichlorobenzaldeyhde (874-42-0) → C14H11Cl2NO

Conditions	Yield
In ethanol for 1h; Sonication;	100%

p-benzyloxyaniline (6373-46-2) + 2,4-dichlorobenzaldeyhde (874-42-0) → C20H15Cl2NO

Conditions	Yield
In ethanol for 1h; Sonication;	100%

2,4-dichlorobenzaldeyhde (874-42-0) + ethanethiol (75-08-1) → 2,4-bis(ethylthio)-benzaldehyde

Conditions	Yield
Stage #1: ethanethiol With sodium hydroxide In water at 20℃; for 0.5h; Stage #2: 2,4-dichlorobenzaldeyhde With tetrabutylammomium bromide In water at 82℃; for 2.5h;	99.1%
With potassium hydroxide In ethanol for 3h; Heating;	48.41%

2,4-dichlorobenzaldeyhde (874-42-0) + ethyl 2-cyanoacetate (105-56-6) → ethyl (E)-2-cyano-3-(2,4-dichlorophenyl)-2-propenoate (7324-89-2, 24393-45-1)

Conditions	Yield
With sodium benzoate at 20℃; for 1.8h; Knoevenagel condensation; Sonication; neat (no solvent);	99%
With sodium metasilicate pentahydrate at 20℃; for 1.08333h; Knoevenagel condensation; neat (no solvent);	97.2%
With 2,3,4,5,7,8,9,10-octahydropyrimido[1,2-a]azepin-1-ium acetate In water at 20℃; for 2h; Knoevenagel condensation;	75%
With (2-hydroxyethyl)ammonium formate at 20℃; for 8h; Knoevenagel condensation; stereospecific reaction;	75%
With piperidine

2,4-dichlorobenzaldeyhde (874-42-0) + malononitrile (109-77-3) → 2-(2,4-dichlorobenzylidene)malononitrile (2972-76-1)

Conditions	Yield
In water at 20℃; for 0.166667h; Knoevenagel Condensation; Green chemistry;	99%
With sodium benzoate In ethanol at 20℃; for 0.116667h; Knoevenagel condensation; Sonication;	98.3%
With 2,4,6-triamino-s-triazine In ethanol at 25 - 30℃; for 0.116667h; Knoevenagel Condensation; Sonication;	96%

2,4-dichlorobenzaldeyhde (874-42-0) + aniline (62-53-3) → N-<(2,4-dichlorophenyl)methylene>benzamine (5330-43-8)

Conditions	Yield
In toluene for 2h; Heating;	99%
With sulfated zirconia supported on magnetic nanoparticles In ethanol at 20℃; for 0.0333333h; Green chemistry;	90%
With hydroxylamine hydrochloride supported on melamin formaldehyde for 0.133333h; Microwave irradiation; neat (no solvent);	85%

malonic acid (141-82-2) + 2,4-dichlorobenzaldeyhde (874-42-0) → 2,4-dichlorocinnamic acid (20595-45-3, 20595-46-4, 1201-99-6)

Conditions	Yield
With pyridine at 100℃; Knoevenagel-Doebner-Stobbe Reaction;	99%
With piperidine; pyridine for 1h; Heating;	80%
With pyridine; aniline In toluene Reflux;	64.6%

2,4-dichlorobenzaldeyhde (874-42-0) + thiophenol (108-98-5) → 2,4-bis(phenylthio)benzaldehyde (359015-54-6)

Conditions	Yield
With sodium hydroxide In ethanol for 16h; Heating;	99%

2,4-dichlorobenzaldeyhde (874-42-0) + tributyl-(1,3,3,3-tetrafluoro-2-p-tolyl-propenyl)-stannane → (E)-4,4,4-trifluoro-3-(4-methylphenyl)-2-fluoro-1-(2,4-dichlorophenyl)but-2-en-1-ol

Conditions	Yield
Stage #1: tributyl-(1,3,3,3-tetrafluoro-2-p-tolyl-propenyl)-stannane With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: 2,4-dichlorobenzaldeyhde In tetrahydrofuran; hexane at 25℃; for 1h;	99%

2,4-dichlorobenzaldeyhde (874-42-0) + (Z)-3,3,3-trifluoro-2-(4-chlorophenyl)-1-fluoro-tributylstanylprop-1-ene → (E)-4,4,4-trifluoro-3-(4-chlorophenyl)-2-fluoro-1-(2,4-dichlorophenyl)but-2-en-1-ol

Conditions	Yield
Stage #1: (Z)-3,3,3-trifluoro-2-(4-chlorophenyl)-1-fluoro-tributylstanylprop-1-ene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: 2,4-dichlorobenzaldeyhde In tetrahydrofuran; hexane at 25℃; for 1h;	99%

Upstream product

• 75-17-2 formaldoxime 
• 554-00-7 2,4-Dichloroaniline 
• 1777-82-8 (2,4-dichlorophenyl)methanol 
• 59293-67-3 2,4-dichlorobenzyl mercaptan 
• 5468-96-2 2,4-dichlorobenzyl acetate 
• 108-88-3 toluene 
• 120-83-2 2,4-dichlorophenol 
• 188065-31-8 2,4-dichloro-1-{[(2,4-dichlorobenzyl)disulfanyl]methyl}benzene 
• 110-91-8 morpholine 
• 68-12-2 N,N-dimethyl-formamide 
• 123-54-6 acetylacetone 
• 163226-26-4 tert-butyl 2,4-dichlorobenzylidenecarbamate 
• 24473-03-8 1-(2',4'-dichlorophenoxy)-3,3-dimethyl-butan-2-one 
• 22832-87-7 miconasole nitrate 

Downstream Products

• 103754-42-3 -3-(2,4-dichlorophenyl)-2-methylprop-2-enoic acid 
• 108540-62-1 2-(2,4-dichloro-phenyl)-2-hydroxy-1-pyrrol-2-yl-ethanone 
• 37034-01-8 3c-(2,4-dichloro-phenyl)-2-[2]thienyl-acrylonitrile 
• 7402-71-3 3t-(2,4-dichloro-phenyl)-1-[2]thienyl-propenone 
• 6331-80-2 5-(2,4-dichloro-benzylidene)-imidazolidine-2,4-dione 
• 26738-34-1 5-(2,4-dichlorophenylmethylene)-2-thioxothiazolidin-4-one 
• 144293-91-4 N'-[(E)-(2,4-dichloro-phenyl)methylidene]isonicotinohydrazide 
• 107272-71-9 2-mercapto-nicotinic acid-(2,4-dichloro-benzylidenehydrazide) 
• 99514-01-9 4-mercapto-nicotinic acid-(2,4-dichloro-benzylidenehydrazide) 
• 96583-22-1 3-mercapto-isonicotinic acid-(2,4-dichloro-benzylidenehydrazide) 
• 1201-99-6 trans-2,4-dichlorocinnamic acid 
• 52287-58-8 1-(2,4-Dichlorphenyl)-2-nitropropen 
• 18984-21-9 trans-2,4-dichloro-β-nitrostyrene 
• 99282-89-0 (2,4-dichloro-trans-styryl)-methyl sulfone 

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